(1S,2R,7S,12R,14E)-12-hydroxy-2,6,6-trimethyl-8-oxotricyclo[8.6.0.02,7]hexadeca-9,14-diene-14-carbaldehyde

Details

• Internal ID: ccb3a566-eff6-48e4-84e0-397bc366e13f
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (1S,2R,7S,12R,14E)-12-hydroxy-2,6,6-trimethyl-8-oxotricyclo[8.6.0.02,7]hexadeca-9,14-diene-14-carbaldehyde
• InChI: InChI=1S/C20H28O3/c1-19(2)7-4-8-20(3)16-6-5-13(12-21)9-15(22)10-14(16)11-17(23)18(19)20/h5,11-12,15-16,18,22H,4,6-10H2,1-3H3/b13-5+/t15-,16-,18-,20+/m0/s1
• InChI Key: CAOCENHJSBFRBZ-WEHKAXCCSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₃
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.20384475 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.61
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7650	76.50%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8038	80.38%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7626	76.26%
OATP1B3 inhibitior	+	0.9770	97.70%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.5857	58.57%
P-glycoprotein inhibitior	-	0.7571	75.71%
P-glycoprotein substrate	-	0.7736	77.36%
CYP3A4 substrate	+	0.6056	60.56%
CYP2C9 substrate	-	0.7636	76.36%
CYP2D6 substrate	-	0.8654	86.54%
CYP3A4 inhibition	-	0.7857	78.57%
CYP2C9 inhibition	-	0.8111	81.11%
CYP2C19 inhibition	-	0.8823	88.23%
CYP2D6 inhibition	-	0.9342	93.42%
CYP1A2 inhibition	-	0.9453	94.53%
CYP2C8 inhibition	-	0.8289	82.89%
CYP inhibitory promiscuity	-	0.9445	94.45%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5696	56.96%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9600	96.00%
Skin irritation	+	0.5499	54.99%
Skin corrosion	-	0.9645	96.45%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6662	66.62%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.5166	51.66%
skin sensitisation	+	0.5861	58.61%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.6569	65.69%
Acute Oral Toxicity (c)	III	0.8056	80.56%
Estrogen receptor binding	+	0.6442	64.42%
Androgen receptor binding	+	0.6682	66.82%
Thyroid receptor binding	+	0.6464	64.64%
Glucocorticoid receptor binding	+	0.6959	69.59%
Aromatase binding	-	0.5649	56.49%
PPAR gamma	-	0.5709	57.09%
Honey bee toxicity	-	0.8564	85.64%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9864	98.64%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	96.64%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.23%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.82%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.85%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.91%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.38%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.28%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.45%	95.89%
CHEMBL1902	P62942	FK506-binding protein 1A	83.80%	97.05%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.96%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.56%	86.33%

Plants that contains it

• Hedychium coronarium

Cross-Links

• PubChem: 163187603
• LOTUS: LTS0239490
• wikiData: Q104951668